* BreakthroughHit: "Pure Love" on the country charts, "It Was Almost Like a Song" on the pop charts.
* ChartDisplacement:
** "Stranger in My House" is one of his most famous songs, but it only got to #5. This is because some country stations objected to its rock guitar solo and refused to play it. Other famous songs of his that didn't get to #1 at all include "Back on My Mind Again" at #2, "Prisoner of the Highway" at #6, and "Button Off My Shirt" at #4.
** Ask any classic country fan to name some Milsap songs off the top of their head and they'll likely list "It Was Almost Like a Song", "Back on My Mind Again", "Smoky Mountain Rain", "(There's) No Gettin' Over Me", "Any Day Now", "Pure Love", "What a Difference You've Made in My Life", or a bunch of others. They probably wouldn't say "Only One Love in My Life" or "My Heart"[[note]]released as a double A-side with "Silent Night (After the Fight)"[[/note]], which are tied with "It Was Almost Like a Song" as his longest-tenured #1 hits at three weeks each. This is averted on the Hot 100, where "(There's) No Gettin' Over Me" is his highest peak at #5.
* HeAlsoDid: "It Was Almost Like a Song" and the later BSide "Santa Barbara" had lyrics written by Hal David, after his partnership with Music/BurtBacharach ended.
* KeepCirculatingTheTapes: Some of his well-known songs aren't in print anymore, or at least not on iTunes. Surprisingly, this includes a few {{Signature Song}}s such as "Prisoner of the Highway" and "Button Off My Shirt". Finally averted with the late-2014 release of ''all'' of his Creator/RCARecords albums in a box set.
* ProductionPosse: Nearly all of his albums were produced by Tom Collins and/or Ron Galbraith. From about 1982 onward, he also included a song written by Mike Reid on nearly every album. Reid even got to sing on "Old Folks" in 1988.